Effects of the conjugated linoleic acid (CLA) isomers cis-9, trans-11 (c9, t11 CLA) and trans-10, cis-12 (t10, c12 CLA) on lipid metabolism and markers of peroxisome proliferation were investigated in hamsters fed on purified diets containing 30 % energy as fat and 0·1 g cholesterol/kg for 8 weeks. Four groups (n 32 each) received diets without CLA (control), with a mixture of equal amounts of c9, t11 and t10, c12 CLA (CLA mix), with c9, t11 CLA, and with t10, c12 CLA. The total amount of CLA isomers was 1·5 % energy or 6·6 g/kg diet. CLA was incorporated into glycerides and exchanged for linoleic acid in the diet. Compared with the control, the CLA mix and t10, c12 CLA decreased fasting values of LDL- (21 and 18 % respectively) and HDL-cholesterol (8 and 11 %), increased VLDL-triacylglycerol (80 and 61 %), and decreased epididymal fat pad weights (9 and 16 %), whereas c9, t11 CLA had no significant effects. All CLA preparations increased liver weight, but not liver lipids. However, the increase in liver weight was much less in the c9, t11 CLA group (8 %) than in the other two groups (25 %) and might have been caused by the small amount of t10, c12 CLA present in the c9, t11 CLA preparation. Liver histology revealed that increased weight was due to hypertrophy. Markers of peroxisome proliferation, such as cyanide-insensitive palmitoyl CoA oxidase (EC 1.3.3.6) and carnitine acetyl transferase (EC 2.3.1.7) activities, were not increased by CLA. Both c9, t11 CLA and t10, c12 CLA were incorporated into phospholipids and triacylglycerols, but t10, c12 CLA only about half as much as c9, t11 CLA. In addition, linoleic acid and linolenic acid concentrations were lower in lipids of the t10, c12 CLA group compared with the c9, t11 CLA group. These data suggest that t10, c12 CLA stimulated the oxidation of all C18 polyunsaturated fatty acids. The results indicate that the t10, c12 CLA isomer, and not the so-called natural CLA isomer (c9, t11), is the active isomer affecting lipid levels in hamsters.
The effects of α-, γ/δ, and δ-tocopherol concentrates (0.2-2.0%) alone and in combination with ascorbyl palmitate (0.1%) and lecithin (0.5%) on oxidative stability and flavor of fish oil were studied. Stability was assessed on oil stored in air at 20°C by peroxide value (PV) and off-flavor formation. Polymer content, para-anisidine value, and conjugation were used to characterize selected samples. When used alone, the protective effect of the tocopherols, as measured by PV, was δ >> γ/δ >> α, especially at the 2% concentration. Binary systems of ascorbyl palmitate-lecithin and lecithin-γ/δ or -δ-tocopherol were strongly synergistic in delaying peroxidation. The ternary blends provided the greatest protection against autoxidation. Refined fish oil with 2% δ-tocopherol, 0.1% ascorbyl palmitate, and 0.5% lecithin showed no significant peroxidation at 20°C over a period of 6 mon. The original antioxidant effect noted for the ternary systems in delaying peroxidation was not reflected in improved flavor stability. Off-flavors developed within 3 wk, making the oils unsuitable for use at high concentrations in ambient products that are unprotected from air. JAOCS 75, 813-822 (1998).
Several triglyceride fats and oils were reacted with glycerol using lipase as catalyst. A batch system with magnetic stirring was used without the addition of any solvents or emulsifiers. In all cases a mixture of mono‐, di‐ and triglycerides was obtained. However, the yield of monglyceride (MG) depended strongly on the reaction temperature: at higher temperatures approximately 30% MG was produced at equilibrium while at lower temperatures a yield of 65%–90% MG was obtained for most of the fats examined. The upper temperature limit below which a high MG yield could be attained was designated the critical temperature (Tc). The value of Tc depended on the fat type and was found to vary between 30°C and 46°C for naturally occurring hard fats. A high MG yield could not be obtained for fully hydrogenated tallow and lard under the conditions described here. Of the three liquid oils examined, rapeseed oil and olive oil had a Tc of 5°C and 10°C respectively whereas a high yield of MG could not be obtained with corn oil at 5°C or greater. The maximum yield of MG below Tc also depended on the fat type: the highest yields being obtained for olive oil (90%), palm stearin and milk fat (80%) and the lowest yield for palm oil (67%). In all cases a high yield of MG was accompanied by solidification of the reaction mixture. The effect of enzyme type on MG production was examined for palm oil and palm stearin and the effect of water concentration was examined for palm oil.
A mixture of mono-, di-and triglycerides was obtained when beef tallow was reacted with glycerol using lipase enzyme as a catalyst. The reaction was carried out batchwise in a small vessel with agitation by magnetic stirring. The yield of monoglyceride (MG) was greatly influenced by the reaction temperature-at higher temperatures (48-50~ a yield of approximately 30% MG was obtained, while at lower temperatures (38-46~ a yield of approximately 70% MG was obtained. /~ sharp transition was Observed between the high and low yield equilibrium states. The temperature at which this transition occurred is called the critical temperature (Tc) and was found to be 46~ in the case of tallow. During the course of the reaction, when approximately 40% MG had been synthesized, the reaction mixture became solid but the reaction continued until approximately 70% MG had been synthesized.A yield of 70% MG also was obtained with tallow at 42~ when a glycerol/tallow mole ratio ranging from 1.5 to 2.5 was used. The free fatty acid content at equilibrium depended on the water concentration in the glycerol phase and varied from 0.5% to 11.0% when the water content ranged from 0.6% to 12.5%. Above 8% water content, the yield of MG was reduced. Of the commercially available lipases that were investigated, lipase from Pseudomonas fluorescens or Chromobacterium vzscosum resulted in the highest yield of MG. KEY WORDS: Beef tallow, glycerolysis, lipase, monoglyceride.Monoglycerides (MG) are an important group of emulsifying agents widely used in the food industry. At present they are produced commercially by the reaction of natural fats and oils with glycerol (glycerolysis) by using an inorganic catalyst at temperatures greater than 220~ (1,2). A yield of MG of approximately 40% is usually obtained. The use of high temperatures results in the formation of dark-colored by-products with an undesirable flavor. Repeated molecular distillation is used to remove impurities and to concentrate the MG. To obtain a product of higher quality and higher yield, and to minimize energy costs, several attempts have been made to synthesize MG at low temperature using lipase enzymes as a catalyst. Enzymatic synthesis by glycerolysis of triglyceride (TG) oils (3,4) or by reaction of free fatty acid (FFA) with glycerol (5) was achieved using either a simple batch system or a membrane bioreactor system, but the yield of MG was low (less than 25%). A microemulsion system incorporating 1,3 specific lipase was recently used to 6) selectively hydrolyze triglyceride at the 1,3 position resulting in 2-MG (6); or (ii) to transesterify acyl groups from triglyceride to glycerol (glycerolysis reaction) (7). This system requires the use of organic solvents and emulsifying agents and therefore is not practical for large scale synthesis.In the present paper, a process is described for the syn-*To whom correspondence should be addressed. thesis of MG from beef tallow by enzymatic glycerolysis with a yield of approximately 70%. The reaction is effective at moderate temperatures ...
SummaryTwo experiments were carried out to determine the effect on milk yield, milk composition and composition and physical properties of milk fat of giving full fat soyabeans (FFS) and full fat rapeseeds (FFR) to dairy cows. In both experiments grass silage was provided ad lib. and constituted over 50% of the dry matter (DM) intake of the cows. In experiment 1, cows received 7·25 kg/d of a concentrate mixture containing 240 g/kg of extruded FFS or 7·25 kg/d of a mixture without soyabeans. Cow performance was not significantly affected by the inclusion of FFS but fatty acid composition of the milk fat was greatly altered. The contents of C8:0 to C16:0 were significantly reduced (P < 0·001) while the contents of C18:0, C18:l and C18:2 were significantly increased (P < 0·001). Milk fat produced during feeding on FFS concentrate had a significantly lower content of solid fat at temperatures between 0 and 25 °C compared with milk fat produced when FFS was not given. In experiment 2, cows received concentrate mixtures containing either no whole rapeseed, 150 g/kg of whole unground FFR or 150 g/kg of ground FFR. Milk yield was significantly higher and silage DM intake significantly lower with the ground FFR concentrate compared with the other two diets but milk composition was not significantly different among treatments. FFR inclusion, either ground or unground, reduced diet digestibility. Changes in fatty acid composition of the milk fat were similar to those observed with FFS inclusion but the effect was larger with ground FFR compared with unground FFR. Nuclear magnetic resonance analysis showed a lower solid fat content when the FFR diets were employed with the effect being greatest with ground FFR.
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